Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates

Scott E. Denmark, Ramzi F. Sweis

Research output: Contribution to journalArticlepeer-review

Abstract

(graph presented) The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)-and (Z)-heptenyldimethylsilanols with organo-triflates and nonaflates is described. Optimization of this coupling focused on the issues of both reactivity and stability of the psuedohalides in the presence of the nucleophilic fluoride promoter for the coupling. The crucial role of varying amounts of water to modulate the reactivity of the fluoride ion is highlighted.

Original languageEnglish (US)
Pages (from-to)3771-3774
Number of pages4
JournalOrganic Letters
Volume4
Issue number21
DOIs
StatePublished - Oct 17 2002

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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